An unknown b -d-aldohexose has only one axial substituent.

Chapter 21, Problem 44

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An unknown b -d-aldohexose has only one axial substituent. A Wohl degradation forms a compound which, when treated with sodium borohydride, forms an optically active alditol. This information allows you to arrive at two possible structures for the b -d-aldohexose. What experiment can you carry out to distinguish between the two possibilities?

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